Isochlorogenic acid A - ≥98% , CAS No.2450-53-5

CAS: 2450-53-5 Cat. No.: I407329 Molecular Weight: 516.45 EC Number: 815-082-0

GRADE & PURITY ≥98%

Synonyms

4-fluoro-phenyl-acetonitrile | AKOS032948323 | 3,5-dicaffeoyl quinic acid | 4-Fluorobenzaldhyde | A877898 | NCGC00390251-01 | 3,5-CQA | (1S,3R,4R,5R)-3,5-Bis[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4-dihydroxycyclohexanecarboxylic acid | 4-fluorobe

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Isochlorogenic acid A is a phenolic acid found in the flowerbud of Lonicera japonica Thunb. It has been used in pharmacologic, as well as food and cosmetic, research.
An antioxidant that has been shown to have antiproliferative activity.

Product description：

3,5-Dicaffeoylquinic acid is a phenolic acid found in the flower buds of Lonicera japonica Thunb. It has been used in pharmacologic, as well as food, and cosmetic research.

Application：

3,5-Di-caffeoylquinic acid has been used as a reference standard for quantification of the phenolic compound of Artemisia species using high-performance liquid chromatography with diode array detection (HPLC-DAD). It has also been used as a reference standard to quantify the polyphenolic compounds found in Helianthus tuberosus L. (Jerusalem artichoke) using high-performance liquid chromatography-ultraviolet (HPLC-UV) technique.

Specifications

Synonyms

4-fluoro-phenyl-acetonitrile | AKOS032948323 | 3, 5-dicaffeoyl quinic acid | 4-Fluorobenzaldhyde | A877898 | NCGC00390251-01 | 3, 5-CQA | (1S, 3R, 4R, 5R)-3, 5-Bis[(2E)-3-(3, 4-dihydroxyphenyl)prop-2-enoyloxy]-1, 4-dihydroxycyclohexanecarboxylic acid | 4-fluorobe

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

3, 5-Di-caffeoylquinic acid exerts neuroprotective effects against in vitro retinal damage mediated by its antioxidant properties. It is a potent maltase inhibitor.

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504764247
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764247
• Canonical Smiles: C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O
• IUPAC Name: (3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid
• InChIKey: KRZBCHWVBQOTNZ-RDJMKVHDSA-N
• INCHI: 1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23?,25?/m1/s1
• Isomeric SMILES: C1C(C[C@H](C([C@@H]1OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)(O)C(=O)O
• Molecular Weight: 516.45
• Reaxy-Rn: 11340190
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11340190&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Alcohols and polyols
        • Level5 Cyclic alcohols and derivatives
          • Level6 Cyclitols and derivatives
            • Level7 Quinic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Alcohols and polyols
• Intermediate Tree Nodes: Cyclic alcohols and derivatives - Cyclitols and derivatives
• Direct Parent: Quinic acids and derivatives
• Alternative Parents: Coumaric acids and derivatives Cinnamic acid esters Tricarboxylic acids and derivatives Styrenes Catechols 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Fatty acid esters Cyclohexanols Alpha hydroxy acids and derivatives Tertiary alcohols Enoate esters Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Quinic acid - Cinnamic acid or derivatives - Coumaric acid or derivatives - Hydroxycinnamic acid or derivatives - Cinnamic acid ester - Tricarboxylic acid or derivatives - Catechol - Styrene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Cyclohexanol - Fatty acid ester - Phenol - Fatty acyl - Hydroxy acid - Monocyclic benzene moiety - Alpha-hydroxy acid - Benzenoid - Tertiary alcohol - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Hydrocarbon derivative - Carbonyl group - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as quinic acids and derivatives. These are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TRPV3 Tchem Transient receptor potential cation channel subfamily V member 3 (0 Activities)

Discover Target: TRPV3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Sensitivity: Light sensitive.
• Melt Point(°C): 170℃
• Molecular Weight: 516.400 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 9
• Exact Mass: 516.127 Da
• Monoisotopic Mass: 516.127 Da
• Topological Polar Surface Area: 211.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 825.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1

References

1. Yu-Mei Zhao, Lv-Huan Wang, Si-Fan Luo, Qi-Qin Wang, Ruin Moaddel, Ting-Ting Zhang, Zheng-Jin Jiang.  (2018)  Magnetic beads-based neuraminidase enzyme microreactor as a drug discovery tool for screening inhibitors from compound libraries and fishing ligands from natural products.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:30005943] [10.1016/j.chroma.2018.07.031]

2. Yanfang Wu, Xinsheng Wang, Jintao Xue, Enguo Fan.  (2017)  Plant Phenolics Extraction from Flos Chrysanthemi: Response Surface Methodology Based Optimization and the Correlation Between Extracts and Free Radical Scavenging Activity.  JOURNAL OF FOOD SCIENCE,  82  (11): (2726-2733).  [PMID:29023721] [10.1111/1750-3841.13916]

3. Yueyuan Chen, Ningtao Zhao, Jingru Song, Xiaojie Yan, Xiaohua Jiang, Fenglai Lu, Min Zhang, Dianpeng Li.  (2025)  Modification of Kudzu Starch with Food-Medicine Homology Extracts Alters Starch Digestion.  Journal of Future Foods,      [PMID:] [10.1016/j.jfutfo.2025.01.015]